Christmas Timeshare Rentals
Celebrated each year on December 25, Christmas is the time for family traditions and festive travel. With schools and many businesses closed between Christmas Eve and New Year’s Day, the holiday season is perfect for a getaway - whether you’re dreaming of a snowy winter wonderland at a ski resort or a sunny beach Christmas with your loved ones!
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 14–26, 2026 (12 nights)
- 1 bed/1 bath, sleeps 4
- $1,141 ($95/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 14–26, 2026 (12 nights)
- 1 bed/1 bath, sleeps 4
- $1,563 ($130/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 14–26, 2026 (12 nights)
- 2 bed/2 bath, sleeps 8
- $2,685 ($224/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 14–26, 2026 (12 nights)
- 2 bed/2 bath, sleeps 8
- $2,305 ($192/night)
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Hyatt Sunset Harbor Resort
Key West, Florida- Dec 20–27, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,240 ($463/night)
Sheraton Vistana Resort
Orlando, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,640 ($377/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 22, 2026 – Jan 2, 2027 (11 nights)
- 2 bed/2 bath, sleeps 8
- $2,379 ($216/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 22, 2026 – Jan 2, 2027 (11 nights)
- 1 bed/1 bath, sleeps 4
- $1,730 ($157/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 22, 2026 – Jan 2, 2027 (11 nights)
- 2 bed/2 bath, sleeps 8
- $3,230 ($294/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,821 ($689/night)
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Holiday Inn Club Vacations at Orange Lake Resort - East Village
Kissimmee, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,932 ($276/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,385 ($626/night)
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Parc Soleil by Hilton Grand Vacations
Orlando, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,859 ($408/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 21–26, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,750 ($550/night)
Hyatt Beach House Resort
Key West, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,412 ($630/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 24–27, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $1,660 ($553/night)
Hyatt Windward Pointe Resort
Key West, Florida- Dec 20, 2026 – Jan 3, 2027 (14 nights)
- 2 bed/2 bath, sleeps 6
- $6,456 ($461/night)
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Club Wyndham Royal Vista
Pompano Beach, Florida- Dec 20–27, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,750 ($393/night)
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Marriott's Lakeshore Reserve
Orlando, Florida- Dec 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,268 ($467/night)
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Holiday Inn Club Vacations at Orange Lake Resort - North Village
Kissimmee, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,314 ($331/night)
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Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Dec 19–26, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,871 ($410/night)
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Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,513 ($502/night)
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Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Dec 23–27, 2026 (4 nights)
- Studio/1 bath, sleeps 5
- $999 ($250/night)
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The Galleon Resort
Key West, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,840 ($549/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,240 ($463/night)
Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Dec 23, 2026 – Jan 1, 2027 (9 nights)
- 2 bed/2 bath, sleeps 8
- $1,764 ($196/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,647 ($1,092/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,175 ($739/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 19–26, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $6,129 ($876/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,527 ($647/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Dec 20–30, 2026 (10 nights)
- 2 bed/2 bath, sleeps 8
- $9,835 ($984/night)
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Holiday Inn Club Vacations at Orange Lake Resort - North Village
Kissimmee, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,745 ($392/night)
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Holiday Inn Club Vacations at Orange Lake Resort - North Village
Kissimmee, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,423 ($346/night)
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Hilton Grand Vacations at SeaWorld
Orlando, Florida- Dec 23, 2026 – Jan 2, 2027 (10 nights)
- 1 bed/1 bath, sleeps 4
- $2,750 ($275/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Dec 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,655 ($1,094/night)
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The Charter Club of Marco Beach
Marco Island, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,352 ($622/night)
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Bay Lake Tower at Disney's Contemporary Resort
Lake Buena Vista, Florida- Dec 23–27, 2026 (4 nights)
- Studio/1 bath, sleeps 4
- $3,534 ($883/night)
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Disney's Old Key West Resort
Lake Buena Vista, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 9
- $6,782 ($969/night)
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Holiday Inn Club Vacations Cape Canaveral Beach Resort
Cape Canaveral, Florida- Dec 20–27, 2026 (7 nights)
- 1 bed/1 bath, sleeps 6
- $1,769 ($253/night)
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Holiday Inn Club Vacations at Orange Lake Resort - North Village
Kissimmee, Florida- Dec 22–26, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $1,054 ($264/night)
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Holiday Inn Club Vacations at Orange Lake Resort - East Village
Kissimmee, Florida- Dec 20–27, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $2,390 ($341/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 19–27, 2026 (8 nights)
- 2 bed/2 bath, sleeps 8
- $1,768 ($221/night)
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Sheraton Vistana Villages
Orlando, Florida- Dec 25, 2026 – Jan 1, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,550 ($221/night)
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Hyatt Sunset Harbor Resort
Key West, Florida- Dec 20–27, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $2,641 ($377/night)
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Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,968 ($424/night)
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Holiday Inn Club Vacations at Orange Lake Resort - East Village
Kissimmee, Florida- Dec 19–26, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $3,513 ($502/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,565 ($652/night)
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Disney's Animal Kingdom Villas - Kidani Village
Lake Buena Vista, Florida- Dec 23–27, 2026 (4 nights)
- Studio/1 bath, sleeps 4
- $1,856 ($464/night)